1-[(3aS,4S,6S,6aR)-4-methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]prop-2-en-1-one | 223267-00-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[(3aS,4S,6S,6aR)-4-methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]prop-2-en-1-one
• CAS: 223267-00-3
• 化学式: C₁₁H₁₆O₅
• 分子量: 228.245
• InChiKey: UUUWZYGIVZECLX-KATARQTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-[(3aS,4S,6S,6aR)-4-methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]prop-2-en-1-one 在 zinc(II) tetrahydroborate 、 n-butyl tin hydride 、 偶氮二异丁腈 、 sodium methylate 作用下， 以 甲醇 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Syntheses of two trimannose analogs each containing C-mannosyl or 5-thio-C-mannosyl residue: their affinities to concanavalin A

  摘要：

  C-Mannosyl residue-containing trimannose ManC alpha(1,6){Man alpha(1,3)Man} (2) and 5-thio-C-mannosyl residue-containing trimannose 5SManC alpha(1,6){Man alpha(1,3)Man} (3) were synthesized via a glycosyl radical addition to enone derivative of mannose (6). Dissociation constants for the binding of these trisaccharides to concanavalin A (ConA) were determined by a fluorescence anisotropy inhibition assay: K-d = 198 and 31 mu M, respectively. The unexpectedly large K-d value for the compound 2 compared with the compound 3 and the natural trimannose 1 demonstrates a characteristic of C-glycoside. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00087-6
• 作为产物：
  描述：

  1-((3aS,4R,6S,6aS)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-prop-2-en-1-ol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 以77%的产率得到1-[(3aS,4S,6S,6aR)-4-methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]prop-2-en-1-one
  参考文献：
  名称：

  Syntheses of two trimannose analogs each containing C-mannosyl or 5-thio-C-mannosyl residue: their affinities to concanavalin A

  摘要：

  C-Mannosyl residue-containing trimannose ManC alpha(1,6){Man alpha(1,3)Man} (2) and 5-thio-C-mannosyl residue-containing trimannose 5SManC alpha(1,6){Man alpha(1,3)Man} (3) were synthesized via a glycosyl radical addition to enone derivative of mannose (6). Dissociation constants for the binding of these trisaccharides to concanavalin A (ConA) were determined by a fluorescence anisotropy inhibition assay: K-d = 198 and 31 mu M, respectively. The unexpectedly large K-d value for the compound 2 compared with the compound 3 and the natural trimannose 1 demonstrates a characteristic of C-glycoside. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00087-6